ChemSpider 2D Image | Lificiguat | C19H16N2O2

Lificiguat

  • Molecular FormulaC19H16N2O2
  • Average mass304.342 Da
  • Monoisotopic mass304.121185 Da
  • ChemSpider ID5510

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

[5-(1-Benzyl-1H-indazol-3-yl)-2-furyl]methanol [ACD/IUPAC Name]
[5-(1-Benzyl-1H-indazol-3-yl)-2-furyl]methanol [German] [ACD/IUPAC Name]
[5-(1-Benzyl-1H-indazol-3-yl)-2-furyl]méthanol [French] [ACD/IUPAC Name]
[5-(1-benzyl-1H-indazol-3-yl)furan-2-yl]methanol
170632-47-0 [RN]
2-Furanmethanol, 5-[1-(phenylmethyl)-1H-indazol-3-yl]- [ACD/Index Name]
3-(5'-Hydroxymethyl-2'-furyl)-1-benzyl indazole
515CC1WPTE
lificiguat [Spanish] [INN]
lificiguat [French] [INN]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

8680 [DBID]
Bio2_000324 [DBID]
Bio2_000804 [DBID]
EU-0101230 [DBID]
KBio2_000327 [DBID]
KBio2_002895 [DBID]
KBio2_005463 [DBID]
KBio3_000653 [DBID]
KBio3_000654 [DBID]
KBioGR_000327 [DBID]
More...
  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A member of the class of indazoles that is 1H-indazole which is substituted by a benzyl group at position 1 and a 5-(hydroxymethyl)-2-furyl group at position 3. It is an activator of soluble guanylate cyclase and inhibits platelet aggregation. ChEBI CHEBI:142430
      Cyclic Nucleotides EU-OpenScreen [Y-102]

    • Bio Activity:

      Biochemicals & small molecules/Agonists & activators Hello Bio HB3521
      Cyclases Tocris Bioscience 4307
      Enzymes Tocris Bioscience 4307
      Enzymes/Cyclase/Guanylyl cyclase Hello Bio HB3521
      Guanylyl Cyclase Tocris Bioscience 4307
      Guanylyl cyclase activator. Also induces G1 cell cycle arrest. Hello Bio HB3521
      Nitric oxide-independent activator of soluble guanylyl cyclase (sGC). Significantly elevates cGMP levels and inhibits collagen-stimulated aggregation of washed rabbit platelets (IC50 = 14.6 ?M); induc es relaxation in denuded phenylephrine-contracted rabbit aortic rings (EC50 = 1.9 ?M). Also displays antiproliferative activity in vitro and in vivo by inducing G1 cell cycle arrest in two human hepat ocellular carcinoma (HCC) cell lines, and in HCC xenografts in athymic SCID mice. Exhibits low cytotoxicity in non-malignant cells. Tocris Bioscience 4307
      Nitric oxide-independent activator of soluble guanylyl cyclase (sGC). Significantly elevates cGMP levels and inhibits collagen-stimulated aggregation of washed rabbit platelets (IC50 = 14.6 ?M); induces relaxation in denuded phenylephrine-contracted rabbit aortic rings (EC50 = 1.9 ?M). Also displays antiproliferative activity in vitro and in vivo by inducing G1 cell cycle arrest in two human hepatocellular carcinoma (HCC) cell lines, and in HCC xenografts in athymic SCID mice. Exhibits low cytotoxicity in non-malignant cells. Tocris Bioscience 4307
      Nitric oxide-independent activator of soluble guanylyl cyclase (sGC). Significantly elevates cGMP levels and inhibits collagen-stimulated aggregation of washed rabbit platelets (IC50 = 14.6 muM); induces relaxation in denuded phenylephrine-contracted rabbit aortic rings (EC50 = 1.9 muM). Also displays antiproliferative activity in vitro and in vivo by inducing G1 cell cycle arrest in two human hepatocellular carcinoma (HCC) cell lines, and in HCC xenografts in athymic SCID mice. Exhibits low cytotoxicity in non-malignant cells. Tocris Bioscience 4307
      Nitric oxide-independent Guanylyl cyclase activator. Increases cGMP levels in a concentration-dependent manner. Also induces G1 cell cycle arrest. Inhibits platelet adhesion to collagen and shows antithrombotic, anticancer and antitumor effects. Hello Bio HB3521
      Others MedChem Express HY-14927
      Soluble guanylyl cyclase (sGC) activator; induces G1 cell cycle arrest Tocris Bioscience 4307
      YC-1(Lificiguat) is a soluble guanylyl cyclase(sGC) activator; binds to the heme-containing domain of the ? subunit with Kd value of 0.6-1.1 ?M in the presence of CO.; IC50 value: 0.6-1.1 ?M(Kd, in the presence of CO) [1]; Target: sGC activator; in vitro: YC-1 and related compounds stimulate sGC both independently and synergistically with NO and CO binding. MedChem Express HY-14927

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.2±0.1 g/cm3
Boiling Point: 522.2±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 83.8±3.0 kJ/mol
Flash Point: 269.6±30.1 °C
Index of Refraction: 1.653
Molar Refractivity: 89.2±0.5 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 3.55
ACD/LogD (pH 5.5): 3.51
ACD/BCF (pH 5.5): 271.95
ACD/KOC (pH 5.5): 1924.02
ACD/LogD (pH 7.4): 3.51
ACD/BCF (pH 7.4): 271.96
ACD/KOC (pH 7.4): 1924.10
Polar Surface Area: 51 Å2
Polarizability: 35.3±0.5 10-24cm3
Surface Tension: 49.9±7.0 dyne/cm
Molar Volume: 243.7±7.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™ 

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  3.71

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  482.43  (Adapted Stein & Brown method)
    Melting Pt (deg C):  204.39  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.1E-012  (Modified Grain method)
    Subcooled liquid VP: 6.4E-010 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  7.922
       log Kow used: 3.71 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  13.387 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Benzyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.92E-012  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.095E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.71  (KowWin est)
  Log Kaw used:  -10.105  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.815
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8895
   Biowin2 (Non-Linear Model)     :   0.8326
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7086  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5430  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0532
   Biowin6 (MITI Non-Linear Model):   0.0150
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1226
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  8.53E-008 Pa (6.4E-010 mm Hg)
  Log Koa (Koawin est  ): 13.815
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  35.2 
       Octanol/air (Koa) model:  16 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.999 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 157.4473 E-12 cm3/molecule-sec
      Half-Life =     0.068 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.815 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.999 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.489E+004
      Log Koc:  4.173 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.504 (BCF = 31.88)
       log Kow used: 3.71 (estimated)

 Volatilization from Water:
    Henry LC:  1.92E-012 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  5.32E+008  hours   (2.217E+007 days)
    Half-Life from Model Lake : 5.803E+009  hours   (2.418E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              18.76  percent
    Total biodegradation:        0.23  percent
    Total sludge adsorption:    18.53  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.0187          1.63         1000       
   Water     13              900          1000       
   Soil      85.5            1.8e+003     1000       
   Sediment  1.55            8.1e+003     0          
     Persistence Time: 1.56e+003 hr

Click to predict properties on the Chemicalize site


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